Quinoxaline

A quinoxaline, also called a benzopyrazine, in organic chemistry, is a heterocyclic compound containing a ring complex made up of a benzene ring and a pyrazine ring. It is isomeric with other naphthyridines including quinazoline, phthalazine and cinnoline. It is a colorless oil that melts just above room temperature. Although quinoxaline itself is mainly of academic interest, quinoxaline derivatives are used as dyes, pharmaceuticals (such as varenicline), and antibiotics such as olaquindox, carbadox, echinomycin, levomycin and actinoleutin.

Quinoxaline
Names
Preferred IUPAC name
Quinoxaline
Other names
Benzo[b]pyrazine, Benzopyrazine, Benzoparadiazine, 1,4-Benzodiazine, Phenopiazine, Phenpiazine, Quinazine, Chinoxalin
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.001.862
EC Number
  • 202-047-4
KEGG
UNII
  • InChI=1S/C8H6N2/c1-2-4-8-7(3-1)9-5-6-10-8/h1-6H Y
    Key: XSCHRSMBECNVNS-UHFFFAOYSA-N Y
  • InChI=1/C8H6N2/c1-2-4-8-7(3-1)9-5-6-10-8/h1-6H
    Key: XSCHRSMBECNVNS-UHFFFAOYAS
  • c1cccc2nccnc12
Properties
C8H6N2
Molar mass 130.150 g·mol−1
Melting point 29-32 °C
Boiling point 220 to 223 °C (428 to 433 °F; 493 to 496 K)
Acidity (pKa) 0.60
Hazards
GHS labelling:
Warning
H315, H319, H335
P261, P264, P271, P280, P302+P352, P304+P340, P305+P351+P338, P312, P321, P332+P313, P337+P313, P362, P403+P233, P405, P501
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
Infobox references
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